Реакция #56591

ord-a770b83f1db64c9a9292a5aa6bd5ee65

Уравнение реакции

O=C([O-])O.[Na+]
sodium bicarbonate
CCOCC
ether
C1=COCCC1
dihydropyrane
OCCCCCCCl
6-chlorohexanol
ClCCCCCCOC1CCCCO1
product
Выход 86.6%
ClCCCCCCOC1CCCCO1
2-(6-Chlorohexyloxy)tetrahydropyrane
Выход 86.6%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ПромывкаThe ether phase was washed with water
  2. 2
    Сушкаdried over sodium sulphate
  3. 3
    Фильтрацияfiltered
  4. 4
    Концентрированиеconcentrated to dryness

Методика

To a mixture of 15 g of 6-chlorohexanol, 100 ml of methylenechloride and 0.2 g of p-toluenesulphonic acid were added dropwise 12 g of dihydropyrane in 40 ml of methylenechloride. The reaction mixture was stirred for 15 h at room temperature and then distributed between ether and saturated sodium bicarbonate solution. The ether phase was washed with water, dried over sodium sulphate, filtered and concentrated to dryness. Chromatography of the residue on silica using hexane/ether (3:1) gave 21 g of the product as a colourless oil.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07419620B2uspto-grants-2008_09